NPASS drugs

Drug Information

Drug ID:	NPD5514
Drug Name:	L-757464
Molecular Formula:	C23H24ClN3O5S
Canonical SMILES:	Clc1ccc2c(c1)C(=O)N(S2(=O)=O)CCCCN1CCC(CC1)n1c(=O)oc2c1cccc2
Standard InCHI:	InChI=1S/C23H24ClN3O5S/c24-16-7-8-21-18(15-16)22(28)26(33(21,30)31)12-4-3-11-25-13-9-17(10-14-25)27-19-5-1-2-6-20(19)32-23(27)29/h1-2,5-8,15,17H,3-4,9-14H2
Standard InCHIKey:	CAQYVHKVLYTXRT-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5514

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	366
0.1-0.2	3029
0.2-0.3	9523
0.3-0.4	3837
0.4-0.5	12458
0.5-0.6	1604
0.6-0.7	73
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.6829	NPC314659
Remote Similarity	0.678	NPC197335
Remote Similarity	0.665	NPC73280
Remote Similarity	0.655	NPC257763
Remote Similarity	0.6538	NPC270301
Remote Similarity	0.6533	NPC301163
Remote Similarity	0.6512	NPC198401
Remote Similarity	0.6498	NPC100863
Remote Similarity	0.6493	NPC87391
Remote Similarity	0.6383	NPC266425
Remote Similarity	0.6381	NPC288305
Remote Similarity	0.6368	NPC195787
Remote Similarity	0.6368	NPC246140
Remote Similarity	0.6359	NPC471648
Remote Similarity	0.6351	NPC207971
Remote Similarity	0.6347	NPC71124
Remote Similarity	0.6337	NPC93653
Remote Similarity	0.6323	NPC268077
Remote Similarity	0.6318	NPC5374
Remote Similarity	0.6277	NPC77777
Remote Similarity	0.6273	NPC112937
Remote Similarity	0.6256	NPC85613
Remote Similarity	0.6244	NPC299582
Remote Similarity	0.6239	NPC254957
Remote Similarity	0.6221	NPC22476
Remote Similarity	0.622	NPC470548
Remote Similarity	0.6217	NPC189661
Remote Similarity	0.6216	NPC138830
Remote Similarity	0.6216	NPC67904
Remote Similarity	0.6193	NPC473004
Remote Similarity	0.6184	NPC33507
Remote Similarity	0.618	NPC475609
Remote Similarity	0.6179	NPC5167
Remote Similarity	0.6132	NPC474815
Remote Similarity	0.6126	NPC265642
Remote Similarity	0.6126	NPC132874
Remote Similarity	0.6126	NPC218733
Remote Similarity	0.6126	NPC138615
Remote Similarity	0.6123	NPC478075
Remote Similarity	0.6118	NPC122886
Remote Similarity	0.6116	NPC476220
Remote Similarity	0.6116	NPC160113
Remote Similarity	0.6101	NPC45389
Remote Similarity	0.6091	NPC470485
Remote Similarity	0.6091	NPC154922
Remote Similarity	0.6083	NPC223242
Remote Similarity	0.6083	NPC21425
Remote Similarity	0.6081	NPC161804
Remote Similarity	0.6075	NPC116096
Remote Similarity	0.6068	NPC199737
Remote Similarity	0.6067	NPC257851
Remote Similarity	0.6063	NPC243626
Remote Similarity	0.6062	NPC41216
Remote Similarity	0.6052	NPC234772
Remote Similarity	0.605	NPC115588
Remote Similarity	0.6045	NPC469961
Remote Similarity	0.6043	NPC288110
Remote Similarity	0.6037	NPC262725
Remote Similarity	0.6037	NPC83511
Remote Similarity	0.6035	NPC470484
Remote Similarity	0.6034	NPC473006
Remote Similarity	0.6033	NPC139373
Remote Similarity	0.6028	NPC283810
Remote Similarity	0.6027	NPC473569
Remote Similarity	0.6026	NPC285192
Remote Similarity	0.602	NPC214239
Remote Similarity	0.6018	NPC473005
Remote Similarity	0.6018	NPC1464
Remote Similarity	0.6018	NPC471825
Remote Similarity	0.6016	NPC476258
Remote Similarity	0.6016	NPC304837
Remote Similarity	0.6	NPC131977
Remote Similarity	0.6	NPC470483
Remote Similarity	0.5991	NPC473007
Remote Similarity	0.5991	NPC470482
Remote Similarity	0.5991	NPC230313
Remote Similarity	0.5991	NPC322621
Remote Similarity	0.5991	NPC470481
Remote Similarity	0.5983	NPC16249
Remote Similarity	0.5975	NPC222046
Remote Similarity	0.5973	NPC204970
Remote Similarity	0.5968	NPC113455
Remote Similarity	0.5965	NPC475147
Remote Similarity	0.5965	NPC87714
Remote Similarity	0.5964	NPC470787
Remote Similarity	0.5964	NPC472540
Remote Similarity	0.5964	NPC472539
Remote Similarity	0.5963	NPC116007
Remote Similarity	0.5962	NPC473432
Remote Similarity	0.596	NPC308197
Remote Similarity	0.5957	NPC329567
Remote Similarity	0.5957	NPC330683
Remote Similarity	0.5957	NPC126556
Remote Similarity	0.5955	NPC174629
Remote Similarity	0.5955	NPC473008
Remote Similarity	0.5953	NPC166169
Remote Similarity	0.595	NPC9373
Remote Similarity	0.5941	NPC144691
Remote Similarity	0.5938	NPC472541
Remote Similarity	0.5938	NPC472542
Remote Similarity	0.5934	NPC471513
Remote Similarity	0.5932	NPC87560
Remote Similarity	0.5932	NPC195120
Remote Similarity	0.5931	NPC475133
Remote Similarity	0.5929	NPC127178
Remote Similarity	0.5924	NPC99724
Remote Similarity	0.5923	NPC159815
Remote Similarity	0.5923	NPC127996
Remote Similarity	0.5918	NPC476475
Remote Similarity	0.5911	NPC301501
Remote Similarity	0.5905	NPC471652
Remote Similarity	0.59	NPC148124
Remote Similarity	0.5896	NPC474814
Remote Similarity	0.5896	NPC120239
Remote Similarity	0.5896	NPC112336
Remote Similarity	0.5893	NPC108847
Remote Similarity	0.589	NPC195636
Remote Similarity	0.5887	NPC469450
Remote Similarity	0.5882	NPC5630
Remote Similarity	0.5882	NPC476069
Remote Similarity	0.5877	NPC471651
Remote Similarity	0.5873	NPC161801
Remote Similarity	0.5872	NPC55470
Remote Similarity	0.5872	NPC302235
Remote Similarity	0.5868	NPC473458
Remote Similarity	0.5867	NPC307682
Remote Similarity	0.5864	NPC232872
Remote Similarity	0.5856	NPC203628
Remote Similarity	0.5856	NPC92803
Remote Similarity	0.5856	NPC1820
Remote Similarity	0.5845	NPC235194
Remote Similarity	0.5844	NPC212123
Remote Similarity	0.5844	NPC194740
Remote Similarity	0.5844	NPC308943
Remote Similarity	0.584	NPC469451
Remote Similarity	0.584	NPC469452
Remote Similarity	0.5837	NPC269449
Remote Similarity	0.5837	NPC473186
Remote Similarity	0.5837	NPC18890
Remote Similarity	0.5833	NPC287152
Remote Similarity	0.5833	NPC475094
Remote Similarity	0.583	NPC268223
Remote Similarity	0.5826	NPC26928
Remote Similarity	0.5826	NPC476436
Remote Similarity	0.5826	NPC163829
Remote Similarity	0.5823	NPC244425
Remote Similarity	0.5823	NPC471197
Remote Similarity	0.5823	NPC471614
Remote Similarity	0.5823	NPC15384
Remote Similarity	0.5819	NPC100573
Remote Similarity	0.5819	NPC207873
Remote Similarity	0.5818	NPC149571
Remote Similarity	0.5817	NPC471122
Remote Similarity	0.5816	NPC138365
Remote Similarity	0.5816	NPC323969
Remote Similarity	0.5816	NPC157983
Remote Similarity	0.5816	NPC118154
Remote Similarity	0.5813	NPC242000
Remote Similarity	0.5811	NPC474059
Remote Similarity	0.5806	NPC70092
Remote Similarity	0.5803	NPC231382
Remote Similarity	0.5802	NPC248903
Remote Similarity	0.5802	NPC208280
Remote Similarity	0.5801	NPC477161
Remote Similarity	0.5798	NPC471198
Remote Similarity	0.5797	NPC315257
Remote Similarity	0.5797	NPC471649
Remote Similarity	0.5794	NPC329932
Remote Similarity	0.5794	NPC477160
Remote Similarity	0.5794	NPC177261
Remote Similarity	0.5792	NPC329830
Remote Similarity	0.5789	NPC39370
Remote Similarity	0.5787	NPC119722
Remote Similarity	0.5787	NPC329992
Remote Similarity	0.5787	NPC315631
Remote Similarity	0.5785	NPC231924
Remote Similarity	0.5783	NPC151171
Remote Similarity	0.5782	NPC471124
Remote Similarity	0.578	NPC472163
Remote Similarity	0.5775	NPC474858
Remote Similarity	0.5771	NPC234933
Remote Similarity	0.5769	NPC61013
Remote Similarity	0.5766	NPC291173
Remote Similarity	0.5766	NPC169387
Remote Similarity	0.5766	NPC477259
Remote Similarity	0.5765	NPC29650
Remote Similarity	0.5764	NPC469732
Remote Similarity	0.5764	NPC232600
Remote Similarity	0.5763	NPC30749
Remote Similarity	0.576	NPC321211
Remote Similarity	0.5759	NPC206109
Remote Similarity	0.5759	NPC250476
Remote Similarity	0.5759	NPC114039
Remote Similarity	0.5758	NPC473422
Remote Similarity	0.5758	NPC319645
Remote Similarity	0.5756	NPC305984
Remote Similarity	0.5756	NPC313327
Remote Similarity	0.5755	NPC214960
Remote Similarity	0.5755	NPC279527
Remote Similarity	0.5752	NPC303214

Drug Structure

NPD5514 OpenBabel08211708292D 33 37 0 0 0 0 0 0 0 0999 V2000 -3.9492 -4.0180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8153 -4.5180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3685 1.2248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6994 1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9492 -3.0180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6813 -4.0180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1230 -2.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3799 -1.7872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6631 0.1544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3759 -1.0046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3467 1.4328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9939 0.8975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7068 -0.2614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2820 -1.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0741 -2.1473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3540 -0.7967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8153 -2.5180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6813 -3.0180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0177 -1.4353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8172 -2.8164 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.0158 0.6896 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0232 -1.5398 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3479 1.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5177 -0.5693 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4244 -2.3488 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 19 2 0 0 0 0 6 20 2 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 21 1 0 0 0 0 9 13 1 0 0 0 0 9 17 1 0 0 0 0 10 14 1 0 0 0 0 10 17 1 0 0 0 0 11 25 1 0 0 0 0 12 26 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 24 1 0 0 0 0 17 27 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 27 1 0 0 0 0 20 32 1 0 0 0 0 21 33 1 0 0 0 0 22 26 1 0 0 0 0 22 28 2 0 0 0 0 23 27 1 0 0 0 0 23 29 2 0 0 0 0 23 32 1 0 0 0 0 26 33 1 0 0 0 0 30 33 2 0 0 0 0 31 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012626
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	489.11
ALogP	-1.5425
MLogP	2.89
XLogP	3.504
HDA	7
HBD	0
Rotatable Bonds	7
TPSA	95.61
RO5 Violation	0